Triphenylmethane dye and process of making same.



doctor of philosophy, chemist, a citizen of the Swiss Republic, andresiding at Basel, Swit- Triphenylmethaue Dye and Process of luckduction of new triphenylmethane dye-stuffs, adapted to be afterwards treated with bichromate by condensing diortho-dichloro-benzalsulfo dichloro-benzaldehyde aldehyde (CHOzCl :Cl 1 :2 :6) trichlorobenzaldehyde such as ortho-cresotinic acid or salicylic acid hours at ordinary temperature with the re- 1 then is permitted to oxidize at 60-70? C. by

brown gases shall cease, the oxidation is fin- UNITED STATES PATENT onion.

, ALFRED CONZYETTLOF'BASEL; SWITZERLANQAVSSIGNOR TO ANILINE-GOLOUR AN-D EXTRACT -wouns roRMERLY JOHN R. GEIGY, or BASEL, SWITZERLAND.

'rmrrmnymmun DYE AND PRocEssWF MAKING shim.

Specification of Letters Patent.

Application filed August 1 1907- Serial No. 386.625-

Patented Jan. '21, 1908.

Toi'altwhom it may concerni Be t known that 1,. ALFRED CONZETTI,

zerland, have invented certain new and useful Improvements in Mordant-Dyeing Coloring-,Matters of the Triphenylmethane Series", of which the following is a specification.

- ing Same. vMy present invention relates to the prodehyde of the general formula:

'y 01. /H a: \C

n ci \\O (x and y representing hydrogen atoms which can be replaced by halogen the nitro or sulfocup) for instance: diortho-dichloro-benz- I (CHO .Cl'iCliCl 1 :2 :6 :4 and 1 :2 :6 :5) nitro- 'dichloro-benzaldehyde ono =01 :01 :no 1 as 15 (CHOzClzCl :SO H l :2 :6 :5) and the like with aromatic oxycarbonic acids and by oxidizing the thus produced leuco compounds in presence of concentrated sul- Example I. 17 .5 kilos of '2'6dichlorobenzaldehyde obtained from 26dichlorotoluene after known processes, and 30.4 I kilos of orthocresotinic acid are 'stirredwith 150 kilos of concentrated sulfuric acid for 2 sultof condensation into a le-ucobody which the slow influx of a solution of 7 kilos of nitrite of sodium in"5,0 kilos of concentrated sulfuric acid. As soon as the development of ished; the mass is p; ured into 1000 liters of water, filtered off, washed and dried. The

dyestuff, a powder of a fiery red, isinsoluble in water, soluble in soda-solution. with. a'

brownish,"in*alkali with a blue tint and is precipitated byan excess of alkaliin formvof blue 4 flakes. The dyestufl dyes wool in an acidu-' lated bath a bluish red which by aftertratment with-bichromate of potassium will turn 3-oxybenzaldehyde a dyestuffis' obtained with similar properties the alkaline solution of'whioh is a'reddish violet and the dyeings of which when afterchromed, show a blue still more brilliant. The same pure blue-shades are roduced by dyeing chrome mordanted WOO with these dyestuffs and they can also be used for printing on cotton when mixed with a chrome salt.

Example II. 8, v8 kilos of 2-6-dichlorobenzaldehydedissolved in a mixture of 20 kilos of monohydrateof sulfuric acid and 40 kilos of fuming sulfuric acid containing per cent SO are heated for an hour to 90100 C. After cooling down 11 kilos ice and 3L kilos concentrated sulfuricacid are added; To this mixture consisting now of a solution of 2-fi-dichloro-benzaldehydeeS-Sulfonic acid in sulfuric acid of 92' per cent are further added 152 kilos of cresotinic acid and the a whole is stirred for an hour and a half while being cold. Then the solution of 3.5 kilos of sodium nitrite in 50 kilos concentrated sulfuric acid is made to run in and all is heated up to 80 C; The oxidation of the leucocompound commences already at 35 C. and is accomplished after an hour and 'a half by raising the temperature up to 100 Having now described my invention what I claim is- 1. The process for the production of coloring matters of the triplhenylmethane series by condensing the ereinbefore defined ,(liortho-dichloro-benzaldehydes in presence of concentrated sulfuric acid with aromatic orthooxy-carbonic acids and by subsecompounds by means'of'a so nitrite in concentrated sulfuric acid. l

- 2. The process for the production of color ing matters of the tri henylrnethane series q ena oiddiiingfthe Produced hence by condensing the ereinbefore defined diortho-dichloro-benzaldehydes in presence, of concentrated sulfuric acid, with ortho- Y cresotinic acid and by, subsequently oxidizing the thus produced leucocompounds by means of'nitrosylsulfuric acid.

3. The process for the production of coloring matters of the triephnylrnethane series by condensing the hereinbeforedefined diortho-dichloro-benzaldehydes in presence;

of concentrated sulfuric acid with orthocresotinic acid and by' subsequently .oxidiz ing the thus produced leucocompounds:by

.means' of a mixture of nitric and sulfuric acid. I

4. As new articles of manufacture the coloring matters obtainable as described from thehereinbefore defined diortho-dichlorobenzaldehyoles' and aromatic orthooxy car- I bonic acids which dyestufis are in the shape of their free carbonic acids from fierv red to ution ofsodium brownish red powdgr solubledilated caustic soda lye with a blue color, dying wool from acid bath bright red; shades winch by aftertreatment with bichromate change into sal-t."

ing matterobtainable as'described from the diortho dichloro benzaldehyde and orthocresotinic acid which dye'stuif js'in the shape insoluble in water; soluble in diluted caustic soda lye with a blue color; dyeing wool from acid bath bright red shades which lry' aftgn treatment with "bichroinate changev into, a

pure blue,' and yielding the saine pur'e blue shades when printed on cottonwith aehroine' 5. .As newarticle ofmanufacturethe c0161.

a pure blue,--and yielding the same pure blue q shades when printed on cot-ton with a chrome of it's free carbonic acid'a fiery red' powder,

specification in the presence of two subscrib 

